Toby Dillon – Medium

Toby Dillon

How to Lose a Client in an Hour

A month ago, our prized demon in Sales, whose name you couldn’t pronounce so we’ll just call him “Jim,” after that fellow in that show you…

May 24

How to Lose a Client in an Hour

May 24

About these protests…

Last night, I stopped at a Maverik to borrow the restroom, and as I sat down, I noted a sizeable piece of graffiti — the kind made by…

Apr 27

Apr 27

“It was the right thing to do.”

How one manager cost us thousands of dollars in order to give an employee something to do for an hour.

Feb 5

“It was the right thing to do.”

Feb 5

“Software Issue”

Sometimes, the problem with the software isn’t the software.

Feb 3

“Software Issue”

Feb 3

That’s literally my job

An interesting development yesterday demands a short story today.

Jan 18

That’s literally my job

Jan 18

Budgets don’t budge

Every year, the demons in charge (henceforth DICs), send an email around saying, “Submit your budget for the next year.” As someone who is…

Jan 16

Budgets don’t budge

Jan 16

Critical Warning

Another in a series about being the Senior Demon in Charge of Infernal Machines

Mar 29, 2023

Critical Warning

Mar 29, 2023

“Just work from home.”

Another in a series of IT stories from Hell.

Feb 22, 2023

“Just work from home.”

Feb 22, 2023

I wrote ChatGPT when I was 9 years old, over 30 years ago.

It hasn’t really improved since.

Jan 28, 2023

I wrote ChatGPT when I was 9 years old, over 30 years ago.

Jan 28, 2023

End of Year Maintenance

Another in a series of IT stories from Hell

Jan 3, 2023

End of Year Maintenance

Jan 3, 2023

Toby Dillon

Toby Dillon

Saint, husband, father, friend, employee, neighbor, in that order. Only child, orphan, poet, computer geek, missionary, lover, teacher, politico, gamemaster.

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